US6939979B2 - Oxidation process and catalyst - Google Patents
Oxidation process and catalyst Download PDFInfo
- Publication number
- US6939979B2 US6939979B2 US10/714,378 US71437803A US6939979B2 US 6939979 B2 US6939979 B2 US 6939979B2 US 71437803 A US71437803 A US 71437803A US 6939979 B2 US6939979 B2 US 6939979B2
- Authority
- US
- United States
- Prior art keywords
- catalyst
- carrier
- inert
- ethylene oxide
- treated
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime, expires
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/04—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen
- C07D301/08—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen in the gaseous phase
- C07D301/10—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen in the gaseous phase with catalysts containing silver or gold
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/02—Boron or aluminium; Oxides or hydroxides thereof
- B01J21/04—Alumina
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/48—Silver or gold
- B01J23/50—Silver
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
Definitions
- the present invention relates to an oxidation process such as the oxidation of ethylene to ethylene oxide wherein the oxidation is carried out using a fixed bed solid catalyst which comprises a mixture of a solid active oxidation catalyst such as a supported silver catalyst together with an inert diluent solid which has been treated with a base.
- a fixed bed solid catalyst which comprises a mixture of a solid active oxidation catalyst such as a supported silver catalyst together with an inert diluent solid which has been treated with a base.
- inert diluent A problem which has existed in such systems where the oxidation catalyst has been diluted with inert material has been the tendency for the inert diluent solid to actually promote degradation of the desired product.
- the inert diluent is generally not completely inert but rather has active surface sites which promote product loss.
- the concentration of the different alkali metals on the carrier's surface is generally determined via the acid-leachables test.
- the carrier sample is digested in a nitric acid solution.
- the alkali metals' concentration in the resulting solution is determined by atomic absorption spectro-photometry, Varian AA-110, in an air/acetylene flame.
- quantification is performed by aspirating the solutions into an inductively coupled plasma spectrophotometer, Spectro-analytical EOP ICP.
- the inert particular solid which has been base treated, is admixed with conventional oxidation catalyst to the extent necessary to achieve the desired dilution.
- the inert support is appropriately immersed in an aqueous solution of an alkali metal compound such as the hydroxide, carbonate, acetate, and the like for a time sufficient to deposit the basic material on the support surface, e.g. one (1) minute to ten (10) hours or more.
- the support is removed from the basic solution and dried, and is then suitable for blending with the solid oxidation catalyst.
- the base treated inert is blended in amounts ranging from about 5 to 80 wt % of the combined weight of the inert and catalyst although, as above indicated the base treated inert can comprise 100% of the solids in a preheat section of the reactor tube.
- the catalyst was tested by charging 9 g to a stainless steel reactor tube which was then heated by a molten salt bath. A gas mixture comprising 15% ethylene, 7% oxygen, and 78% inerts, mainly nitrogen and carbon dioxide, was passed through the catalyst at 300 psig. The temperature of the reaction was adjusted in order to obtain ethylene oxide productivity of 160 Kg per hour per m 3 of catalyst. After one week of reaction time the performance of the catalyst was stable and the calculated selectivity, to ethylene oxide, was 83.3%.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Epoxy Compounds (AREA)
Priority Applications (12)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/714,378 US6939979B2 (en) | 2003-11-10 | 2003-11-10 | Oxidation process and catalyst |
| TW093133224A TW200523018A (en) | 2003-11-10 | 2004-11-01 | Oxidation process and catalyst |
| BRPI0416352-4A BRPI0416352A (pt) | 2003-11-10 | 2004-11-09 | processo para a oxidação molecular de etileno com um catalisador de oxidação de partìculas sólidas para formar óxido de etileno |
| RU2006119192/04A RU2335498C2 (ru) | 2003-11-10 | 2004-11-09 | Способ молекулярного окисления этилена |
| AU2004289693A AU2004289693A1 (en) | 2003-11-10 | 2004-11-09 | Oxidation process and catalyst |
| KR1020067011236A KR20060131777A (ko) | 2003-11-10 | 2004-11-09 | 산화 방법 및 촉매 |
| CA002545297A CA2545297A1 (en) | 2003-11-10 | 2004-11-09 | Oxidation process and catalyst |
| CNA200480032955XA CN1926123A (zh) | 2003-11-10 | 2004-11-09 | 氧化方法和催化剂 |
| PCT/US2004/037274 WO2005046856A2 (en) | 2003-11-10 | 2004-11-09 | Oxidation process and catalyst |
| MXPA06005169A MXPA06005169A (es) | 2003-11-10 | 2004-11-09 | Proceso de oxidacion y catalizador. |
| JP2006539727A JP2007510740A (ja) | 2003-11-10 | 2004-11-09 | 酸化方法及び触媒 |
| EP04800893A EP1684896A4 (en) | 2003-11-10 | 2004-11-09 | OXIDATION PROCESS AND CATALYST |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/714,378 US6939979B2 (en) | 2003-11-10 | 2003-11-10 | Oxidation process and catalyst |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| US20050101790A1 US20050101790A1 (en) | 2005-05-12 |
| US6939979B2 true US6939979B2 (en) | 2005-09-06 |
Family
ID=34552729
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US10/714,378 Expired - Lifetime US6939979B2 (en) | 2003-11-10 | 2003-11-10 | Oxidation process and catalyst |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US6939979B2 (pt) |
| EP (1) | EP1684896A4 (pt) |
| JP (1) | JP2007510740A (pt) |
| KR (1) | KR20060131777A (pt) |
| CN (1) | CN1926123A (pt) |
| AU (1) | AU2004289693A1 (pt) |
| BR (1) | BRPI0416352A (pt) |
| CA (1) | CA2545297A1 (pt) |
| MX (1) | MXPA06005169A (pt) |
| RU (1) | RU2335498C2 (pt) |
| TW (1) | TW200523018A (pt) |
| WO (1) | WO2005046856A2 (pt) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080125610A1 (en) * | 2006-11-20 | 2008-05-29 | John Robert Lockemeyer | Process for treating a carrier, a process for preparing a catalyst, the catalyst, and use of the catalyst |
| WO2008021211A3 (en) * | 2006-08-10 | 2008-07-31 | Hutchinson Fred Cancer Res | Compositions and methods for modulating apoptosis in cells over-expressing bcl-2 family member proteins |
| WO2008144402A2 (en) | 2007-05-18 | 2008-11-27 | Shell Oil Company | A reactor system, an absorbent and a process for reacting a feed |
| US20090050535A1 (en) * | 2007-05-18 | 2009-02-26 | Wayne Errol Evans | Reactor system, and a process for preparing an olefin oxide, a 1,2-diol, a 1,2-diol ether, a 1,2-carbonate and an alkanolamine |
| US20090286998A1 (en) * | 2008-05-15 | 2009-11-19 | Wayne Errol Evans | Process for the preparation of alkylene carbonate and/or alkylene glycol |
| US20090287011A1 (en) * | 2008-05-15 | 2009-11-19 | Wayne Errol Evans | Process for the preparation of an alkylene carbonate and an alkylene glycol |
| US9144765B2 (en) | 2007-05-18 | 2015-09-29 | Shell Oil Company | Reactor system, an absorbent and a process for reacting a feed |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4499219B2 (ja) * | 1999-10-04 | 2010-07-07 | 株式会社日本触媒 | エチレンオキシドの製造方法 |
| US8318627B2 (en) * | 2005-08-10 | 2012-11-27 | Sd Lizenzverwertungsgesellschaft Mbh & Co. Kg | Process for preparation of a catalyst carrier |
| US10159961B2 (en) | 2006-04-18 | 2018-12-25 | Dow Global Technologies Llc | Alkylene oxide catalyst and use thereof |
| TWI632954B (zh) | 2013-05-16 | 2018-08-21 | 科學設計股份有限公司 | 改善環氧乙烷觸媒的催化效能之載體處理 |
| TWI632138B (zh) * | 2013-05-16 | 2018-08-11 | 科學設計股份有限公司 | 具有降低鈉含量之建基於銀之環氧乙烷觸媒 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5739075A (en) * | 1995-10-06 | 1998-04-14 | Shell Oil Company | Process for preparing ethylene oxide catalysts |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4061659A (en) * | 1976-06-28 | 1977-12-06 | Shell Oil Company | Process for the production of ethylene oxide |
| JPS61103545A (ja) * | 1984-10-25 | 1986-05-22 | Mitsubishi Petrochem Co Ltd | エチレンオキシド製造用銀触媒 |
| DE3669668D1 (de) * | 1985-07-31 | 1990-04-26 | Ici Plc | Verfahren zur aktivierung der katalysatoren zur herstellung von alkylenoxiden. |
| US5145824A (en) * | 1991-01-22 | 1992-09-08 | Shell Oil Company | Ethylene oxide catalyst |
| JPH0523594A (ja) * | 1991-07-22 | 1993-02-02 | Mitsubishi Petrochem Co Ltd | 酸化エチレン製造用銀触媒 |
| DE69433270T2 (de) * | 1994-08-04 | 2004-08-12 | Scientific Design Co. Inc. | Verfahren zur herstellung eines silberkatalysators |
| JP4050041B2 (ja) * | 2001-11-06 | 2008-02-20 | 株式会社日本触媒 | 酸化エチレン製造用触媒、その製造方法および当該触媒による酸化エチレンの製造方法 |
| US6403815B1 (en) * | 2001-11-29 | 2002-06-11 | Arco Chemical Technology, L.P. | Direct epoxidation process using a mixed catalyst system |
| US6846774B2 (en) * | 2003-04-23 | 2005-01-25 | Scientific Design Co., Inc. | Ethylene oxide catalyst |
-
2003
- 2003-11-10 US US10/714,378 patent/US6939979B2/en not_active Expired - Lifetime
-
2004
- 2004-11-01 TW TW093133224A patent/TW200523018A/zh unknown
- 2004-11-09 WO PCT/US2004/037274 patent/WO2005046856A2/en not_active Ceased
- 2004-11-09 AU AU2004289693A patent/AU2004289693A1/en not_active Abandoned
- 2004-11-09 EP EP04800893A patent/EP1684896A4/en not_active Withdrawn
- 2004-11-09 CA CA002545297A patent/CA2545297A1/en not_active Abandoned
- 2004-11-09 RU RU2006119192/04A patent/RU2335498C2/ru not_active IP Right Cessation
- 2004-11-09 KR KR1020067011236A patent/KR20060131777A/ko not_active Ceased
- 2004-11-09 JP JP2006539727A patent/JP2007510740A/ja active Pending
- 2004-11-09 MX MXPA06005169A patent/MXPA06005169A/es active IP Right Grant
- 2004-11-09 BR BRPI0416352-4A patent/BRPI0416352A/pt not_active IP Right Cessation
- 2004-11-09 CN CNA200480032955XA patent/CN1926123A/zh active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5739075A (en) * | 1995-10-06 | 1998-04-14 | Shell Oil Company | Process for preparing ethylene oxide catalysts |
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008021211A3 (en) * | 2006-08-10 | 2008-07-31 | Hutchinson Fred Cancer Res | Compositions and methods for modulating apoptosis in cells over-expressing bcl-2 family member proteins |
| US8501664B2 (en) | 2006-11-20 | 2013-08-06 | Shell Oil Company | Process for treating a carrier, a process for preparing a catalyst, the catalyst, and use of the catalyst |
| US8999882B2 (en) | 2006-11-20 | 2015-04-07 | Shell Oil Company | Process for treating a carrier, a process for preparing a catalyst, the catalyst, and use of the catalyst |
| US20080125610A1 (en) * | 2006-11-20 | 2008-05-29 | John Robert Lockemeyer | Process for treating a carrier, a process for preparing a catalyst, the catalyst, and use of the catalyst |
| US8569527B2 (en) | 2007-05-18 | 2013-10-29 | Shell Oil Company | Reactor system, an absorbent and a process for reacting a feed |
| US20090050535A1 (en) * | 2007-05-18 | 2009-02-26 | Wayne Errol Evans | Reactor system, and a process for preparing an olefin oxide, a 1,2-diol, a 1,2-diol ether, a 1,2-carbonate and an alkanolamine |
| WO2008144402A2 (en) | 2007-05-18 | 2008-11-27 | Shell Oil Company | A reactor system, an absorbent and a process for reacting a feed |
| US9144765B2 (en) | 2007-05-18 | 2015-09-29 | Shell Oil Company | Reactor system, an absorbent and a process for reacting a feed |
| US20090287011A1 (en) * | 2008-05-15 | 2009-11-19 | Wayne Errol Evans | Process for the preparation of an alkylene carbonate and an alkylene glycol |
| US8193374B2 (en) | 2008-05-15 | 2012-06-05 | Shell Oil Company | Process for the preparation of alkylene carbonate and/or alkylene glycol |
| US8273912B2 (en) | 2008-05-15 | 2012-09-25 | Shell Oil Company | Process for the preparation of an alkylene carbonate and an alkylene glycol |
| US20090286998A1 (en) * | 2008-05-15 | 2009-11-19 | Wayne Errol Evans | Process for the preparation of alkylene carbonate and/or alkylene glycol |
| US8858893B2 (en) | 2008-05-15 | 2014-10-14 | Shell Oil Company | Process for the preparation of an alkylene carbonate and an alkylene glycol |
| US9527787B2 (en) | 2008-05-15 | 2016-12-27 | Shell Oil Company | Process for the preparation of alkylene carbonate and/or alkylene glycol |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2545297A1 (en) | 2005-05-26 |
| WO2005046856A3 (en) | 2005-10-13 |
| EP1684896A2 (en) | 2006-08-02 |
| EP1684896A4 (en) | 2009-01-07 |
| WO2005046856A2 (en) | 2005-05-26 |
| TW200523018A (en) | 2005-07-16 |
| KR20060131777A (ko) | 2006-12-20 |
| MXPA06005169A (es) | 2007-01-26 |
| CN1926123A (zh) | 2007-03-07 |
| RU2006119192A (ru) | 2007-12-27 |
| AU2004289693A1 (en) | 2005-05-26 |
| BRPI0416352A (pt) | 2007-04-17 |
| JP2007510740A (ja) | 2007-04-26 |
| RU2335498C2 (ru) | 2008-10-10 |
| US20050101790A1 (en) | 2005-05-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| AS | Assignment |
Owner name: SCIENTIFIC DESIGN COMPANY, INC., NEW JERSEY Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:RIZKALLA, NABIL;BHISE, VIJAY S.;REEL/FRAME:016325/0972 Effective date: 20031106 |
|
| STCF | Information on status: patent grant |
Free format text: PATENTED CASE |
|
| AS | Assignment |
Owner name: SD LIZENZVERWERTUNGSGESELLSCHAFT MBH & CO. KG, GER Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:SCIENTIFIC DESIGN COMPANY, INC.;REEL/FRAME:017325/0868 Effective date: 20060309 |
|
| FEPP | Fee payment procedure |
Free format text: PAYOR NUMBER ASSIGNED (ORIGINAL EVENT CODE: ASPN); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY |
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Year of fee payment: 4 |
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